Sulfonyl diisocyanate is an organic chemical compound of carbon, nitrogen, oxygen, and sulphur with the molecular formula C2N2O4S.
Synthesis Sulfonyl diisocyanate is obtainable directly from certain proportions of cyanogen bromide (BrCN) and sulfur trioxide:
2 BrCN + 2 SO3 → SO2(NCO)2 + Br2 + SO2 The compound can also be obtained by reacting chlorosulfonyl isocyanate (ClSO2NCO), produced by reaction of cyanogen chloride (ClCN) and SO3 with silver cyanate (AgNCO) at 150 °C (302 °F).
Physical properties Sulfonyl diisocyanate is a volatile, colorless to pale yellow liquid that reacts violently with water to form carbon dioxide (CO2) and sulfamide (SO2(NH2)2). The compound remains stable in sealed containers.
Chemical properties Sulfuryl diisocyanate reacts with dimethyl sulfoxide in acetonitrile to form sulfonyl bis (dimethylsulfilimine):
SO2(NCO)2 + Me2SO → SO2[N=SMe2]2 + 2 CO2
See also Chlorosulfonyl isocyanate Fluorosulfonyl isocyanate Fluorosulfonyl azide Trifluoromethanesulfonyl azide
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